Northwest Chicago Vacations from ￥295,012

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The Latest Northwest Chicago Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Buckingham Hotel

The Buckingham Hotel

3.5 out of 5
Downtown Chicago
Price was ￥337,531, price is now ￥295,012 per person
￥295,012
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (1,003 reviews)
There was a hair ball on the side of the toilet and a couple spiders came in the window the staff was bland with no reactions.

Reviewed on Jul 12, 2026

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Price was ￥379,612, price is now ￥309,040 per person
￥309,040
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (3,764 reviews)
My husband and I thoroughly enjoyed our stay at Londonhouse! It’s in a perfect location and walking distance to many CTA bus stops, which helped immensely with us being able to get around! Despite being in a heavy traffic area, there were no noise disturbances. The room and bathroom were super clean as well! Will definitely be staying here the next time we are in Chicago!

Reviewed on Jul 12, 2026

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
Downtown Chicago
Price was ￥366,988, price is now ￥312,042 per person
￥312,042
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (3,123 reviews)
Good value.

Reviewed on Jul 11, 2026

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

3.5 out of 5
Downtown Chicago
Price was ￥370,063, price is now ￥321,758 per person
￥321,758
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (1,429 reviews)
Clean rooms and friendly staff!

Reviewed on Jul 12, 2026

The Wade

The Wade

4.5 out of 5
Downtown Chicago
Price was ￥348,343, price is now ￥305,115 per person
￥305,115
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.6/10 Excellent! (1,879 reviews)
Room was clean, with great city views. Long waits for elevator with lines due to multiple events happening. Otherwise, no complaints

Reviewed on Jul 12, 2026

Find the Best Northwest Chicago Vacation Packages

Northwest Chicago Hotel Deals

Hyatt Place Itasca

Hyatt Place Itasca

3 out of 5
1150 North Arlington Heights Road Itasca IL
Fully refundableReserve now, pay when you stay
The price is ￥17,785 per night from Jul 26 to Jul 27
￥17,785
￥19,737 total
Jul 26 - Jul 27
includes taxes & fees
8.8/10 Excellent! (1,187 reviews)
"Breakfast was very poor and unprepared."

Reviewed on Jul 11, 2026

Hyatt Place Itasca
The Westin Chicago Northwest

The Westin Chicago Northwest

4 out of 5
400 Park Blvd Itasca IL
Fully refundableReserve now, pay when you stay
The price is ￥24,592 per night from Aug 8 to Aug 9
￥24,592
￥27,455 total
Aug 8 - Aug 9
includes taxes & fees
8.8/10 Excellent! (1,021 reviews)
"During my trip there were a few different people at the front desk but everyone I came across was very pleasant. We had suggestions about restaurants in the area and the property is beautiful as well. I would definitely stay here again."

Reviewed on Jul 11, 2026

The Westin Chicago Northwest
Eaglewood Resort and Spa

Eaglewood Resort and Spa

4 out of 5
1401 Nordic Rd Itasca IL
Fully refundableReserve now, pay when you stay
The price is ￥18,649 per night from Aug 9 to Aug 10
￥18,649
￥24,253 total
Aug 9 - Aug 10
includes taxes & fees
8.8/10 Excellent! (1,211 reviews)
"The property definitely needs to be upgraded. The room was fine, clean but the exterior looks like an old college dorm. The elevators have not been inspected in 2-3 years. The restaurant food and buffet were a 3.5 out of 5."

Reviewed on Jul 11, 2026

Eaglewood Resort and Spa
See all 3,854 properties in Northwest Chicago
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stay near popular Northwest Chicago attractions

A shopping mall with Tommy Hilfiger and Ralph Lauren stores.

Woodfield Mall

9.0/10 (2,313 reviews)
Browse through over 300 stores, restaurants and specialty shops at Schaumburg’s expansive shopping mall, one of the largest in the United States.
See properties

What to do in Northwest Chicago

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

￥4,389
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

￥3,992
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Art Institute of Chicago

Art Institute of Chicago

￥6,502
per adult
92% of travellers recommend
Art Institute of Chicago
See all activities in Northwest Chicago

Frequently asked questions

How much does a Northwest Chicago vacation package cost?
Much less than you might think — from as low as ￥295,012, actually! By bundling hotels, flights and car rentals into your own tailor-made vacation package, your Northwest Chicago escape is only clicks away.
How do I get a cheap travel package to Northwest Chicago?
One word: bundle. Flights, hotels and rental cars — combine whatever you need into a Northwest Chicago vacation package and save. Score even more bargains when you add extras such as experiences or tours to your booking. But that's not the only good part. You have the flexibility to tailor your vacation your way. We offer more than 550 airlines and 1,000,000 hotels in all corners of the globe, so that everyone has an opportunity to travel and fulfill those vacation dreams.
What are the top hotels in Northwest Chicago?
When it comes to properties in Schaumburg, Congress Plaza Hotel and LondonHouse Chicago, Curio Collection by Hilton are two popular options. If you're also visiting West Dundee, The Whitehall Hotel and Hyatt Regency Chicago are waiting to welcome you.
How far in advance should I book my Northwest Chicago vacation?
Reserving your spot early with Expedia means one less thing to worry about. Many air carriers advertise prices up to 12 months prior to take off. Generally, this is the cheapest time to book. If circumstances have left you booking late, great deals to Northwest Chicago are still known to appear in the weeks leading up to departure.
What does an Expedia Northwest Chicago travel package include?
It depends on what type of escape you have in mind. Northwest Chicago vacation deals can include hotels, flights and car rentals. You can mix and match to create the travel package that suits you. You can also add on activities and experiences after you've booked to land even bigger discounts.
What should I know before booking a Northwest Chicago travel package?
A travel package can be tailored to your budget and is a fantastic way to stretch your dollars further. What you include is totally up to you. Rental cars, hotels and flights — choose any combination that suits your plans.
Can I choose my airline with a Northwest Chicago Expedia vacation package?
Yes — that's one of the best things about an Expedia vacation package. You're in control. We have access to more than 550 airline partners all over the world, so you have loads of choice when arranging your Northwest Chicago adventure.
If I'm not able to travel, can I cancel my Northwest Chicago vacation package?
Yes you can, and we'll help you every step of the way. You may be able to cancel or change your Northwest Chicago vacation package at no cost if you booked in the last 24 hours. But you may be charged a fee by your hotel, airline or car rental company for older bookings. If life gets in the way of your vacation, take a look at our Customer Service Portal for more information.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.